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Florida Keys Homes on the Bay / Gulf Side of the Island For Sale

Total Listings 344
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$830,000
Key Largo
Pirates Cove   - MM: 98.00
3 Bed, 3 Baths, 1,852 SqFt Days Listed: 87
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Beautiful Home in Key Largo 3bed/3bathHigh ceiling spacious kitchen with wood cabinet &granite counter topsCBS with metal roof Impact window in an XZoned . Very spacious 1852 Sq ft located on the Bay side with private beach and boat ramp for only $300.00 yearly for the resident of Pirate Cove only. located in a corner lot all fenced in the back yard

$840,000
Sugarloaf Key
Indian Mound Estates   - MM: 19.50
3 Bed, 3 Baths, 1,372 SqFt Days Listed: 290
-2.89% ($25,000) 3 Price Changes : Last Change 14 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Elevated, custom-built home located in the much-desired Indian Mound Estates neighborhood on Upper Sugarloaf Key. Home sits high & dry (with covered parking & storage underneath) on an expansive 10,000 sq ft lot with room for pool, gardening & more. Must drive slow thru Indian Mound Estates, lots of kids & key deer. You enter the home at the Great Room (den & dining areas) with soaring ceilings. What better way to enjoy the Keys weather than lounging on the large, screened porch (thats 27 ft long), accessible thru French doors just off the den & dining area? One bedroom & one full bath on the lower level along with den, dining, kitchen & laundry room. Upper level boasts two bedrooms (one w/ an ensuite office / study) along with another full bath (jack-n-jill). Recent upgrades include new kitchen, bath & flooring on the lower level plus impact rated windows all around & roof. Community boat ramp just around the corner (puts you in Bow Channel) plus, plenty of room to store your boat or other toys on this larger 10,000 sq ft property. Located close to Sugarloaf elementary school & just a short ride down to Key West. Make 19533 Mayan your Keys retreat.

$849,000
Big Coppitt
Gulfrest Park #2   - MM: 10.00
2 Bed, 2 Baths, 1,140 SqFt Days Listed: 36
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift60ft.

Welcome to 16 Verde, a Pristine, Elevated, Canal Home with a new, 60 ft composite dock. Enjoy gorgeous views, a straight shot to deep water and a newer 10k boat lift. This property is a paradise, offering a true Keys lifestyle with a quick ride to downtown.Built to the latest codes, this 2 story home has impact windows/doors,metal roof and hardi-board siding. Prior to build, site was raised with 3 ft of fill for added elevation and the entire house rests on 12 ft. concrete piers. This home is as is strong and secure as it is lovely.Carefully designed and meticulously maintained, you can move in and start enjoying your days inside and out right away. Owners thought of everything! Landscaping is lush and easy to maintain. Sides and front are fenced in. Covered space for vehicles underneath home, 2 spaces out front and a driveway on one side. Room for cars, boat trailer and even an RV! Legal storage room below w/electricity, spacious rear and side yards, plenty of room for a pool. Inside, you will find a like new home, airy, light-filled and modern. Owners spared no expense on finishes. Porcelain tile runs throughout and extra-large windows line the living room and primary suite to allow for fabulous views. Kitchen has custom cabinetry, granite counter tops, and stainless steel appliances. Open living and dining connect to rear and side decks, offering a relaxing space to enjoy sun, ocean breezes, family and friends. Also on first floor is a bedroom and a full bath.Youll be blown away by the huge primary suite that encompasses the 2nd floor. A gigantic walk-in closet with built-ins and a stackable W&D connect to a luxurious bathroom with double sinks, a separate water closet, large shower and soaking tub. More than a bedroom, this suite is a tranquil, sophisticated retreat.LOW insurances add value/peace of mind. Flood AND Wind TOTAL less than 3k. Dont miss your chance to join this great boating neighborhood, rapidly growing in popularity and price.

$849,000
Marathon
N Marathon Shores   - MM: 51.50
3 Bed, 3 Baths, 1,693 SqFt Days Listed: 75
-2.97% ($26,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Boat ramp is just steps away! Launch boats, kayaks, paddle boards & jet skis with direct access to Florida Bay and the Atlantic! With spectacular water views from almost every room, this impeccably cared-for 3/2 single-family home has it all! Spacious & airy split bedroom plan has mini-split individually controllable a/cs and impact-resistant windows & doors. The kitchen is perfect for the chef with designer quartz countertops, a farmhouse sink, new appliances, and more! French doors lead you outside to a private oasis in the backyard, perfect for a pool! Youll be grillin & chillin while living your best life in the fabulous Florida Keys! Theres even an outdoor shower so you can rinse all your dive & fishing equipment after a day on the water! And the location is Key on a huge corner lot! Talk about easy access! Lots of space for parking multiple vehicles & your boat, trailer and other water toys! Adequate storage and laundry room. This is truly a MUST SEE! Schedule your private showing today! Boat also available!

$849,000
Big Pine Key
Palm Villa   - MM: 30.50
3 Bed, 3 Baths, 1,193 SqFt Days Listed: 8
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Discover your dream home on Big Pine Key at this expansive 37,500 sq. ft., property totaling 6 lots that combines privacy, nature, and convenience. Nestled in a serene setting with tropical landscaping and thoughtful features, this home offers a massive yard that goes from street to street and is surrounded by a 6 stockade fence allowing lots of safety and room for kids and pets to play and roam. The 3 Bedroom 2 Bath home offers an open floor plan highlighted with soaring ceilings and garden views from all rooms with no neighbors in sight. The kitchen is a culinary delight with a central island with peninsula seating, wood cabinetry and abundant counter space. Whether youre preparing a gourmet meal or a quick snack this kitchen is equipped for it all. A convenient pantry and a laundry closet add to the functionality, ensuring everything has its place. Enjoy morning coffee or evening cocktails on either the front or back porch while watching key deer roam. The homes split floor plan provides privacy and comfort. The primary suite is a private retreat with a walk-in closet and a en suite bathroom. Additional bedrooms feature engineered hardwood floors and offer plenty of space for family or guests. The propertys outdoor spaces are nothing short of extraordinary. Two tranquil ponds on either side of the lot enhance the peaceful ambiance and can be filled using the private well. Native trees and lush landscaping create a vibrant and serene environment. A stone walkway leads to a spacious 20x20 shed allowing for plenty of room for all of your toys. A garden shed tucked at the back of the lot provides additional storage, while a downstairs covered lanai offers an ideal spot for entertaining, barbecuing, or unwinding in the shade. This property is as practical as it is beautiful, with a covered carport, trailer storage, room for pool and RV and plenty of parking for guests. Whether you need space for recreational vehicles or everyday use, this home has you covered

$849,000
Big Pine Key
Port Pine Heights   - MM: 29.00
3 Bed, 3 Baths, 1,224 SqFt Days Listed: 122
-5.56% ($50,000) 1 Price Change : Last Change 54 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 12ft.

Tranquil Canal-Front Home in Big Pine Key, FLEscape to your own piece of paradise with this stunning 3-bedroom, 3-bathroom home, perfectly positioned on a peaceful canal in Big Pine Key. This residence offers a rare combination of serene living and modern comfort, surrounded by the natural beauty of the Florida Keys.Spacious Living Area: The open-concept living space is bright and airy, featuring high ceilings and large windows that frame beautiful canal views. Kitchen offers stainless steel appliances, granite countertops, and plenty of cabinet space.The master suite is a private retreat with an en-suite bathroom and direct access to the balcony. Two additional bedrooms provide comfort and privacy for family or guests. Step outside to your expansive deck, explore tranquil nature paths that wind through the property, or launch your boat from your private 12 ft dock with large patio.This home is an ideal sanctuary for nature lovers.Port Pine Heights Park: Just a short stroll away, enjoy the serene Port Pine Heights Park, a perfect spot to unwind and take in the tranquil sunsets.Nestled in a quiet neighborhood, this home is close to local amenities, parks, and some of the best fishing spots in the Florida Keys, while still offering the peace and tranquility you desire.Dont miss the chance to own this canal-front gem in a prime location!

$859,000
Plantation Key
High Point   - MM: 89.00
3 Bed, 3 Baths, 1,247 SqFt Days Listed: 518
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: Boat Ramp,Other Dock

Your Island Retreat Awaits: Charming Islamorada Home Where Sunsets Paint the Sky and Breezes Whisper Secrets. This 3-bedroom, 2-bathroom gem boasts a concrete roof, impact windows, shutters, and stainless steel appliances. Safety meets style--your sanctuary awaits. Sunset Watchers Paradise: Homeowners park access--launch your boat, paddle your kayak, or simply soak in the world-famous sunsets. With a backyard that dreams are made of: Picture a sparkling pool, oversized and ready for lazy afternoons. And that air-conditioned she or he shed? Its your creative haven. Bunker Chic: All-concrete construction--the roof, the walls--your fortress against worries. Carefree living, one block at a time. Close to shopping, schools, restaurants, and even the hospital. Plus, a quick hop to Miami International Airport. Jet-setters delight! Founders Park: Bayfront bliss--sandy beaches, marina magic, and amphitheater vibes. Splash pads, dog-friendly corners, and tennis courts--its all here. High Point Perks: Private Florida Bayfront access--for strolls or boat ramp adventures. Your slice of paradise, just $100 per year for pedestrian access or $400 annually for the private boat ramp and dock. Schedule a tour, feel the island breeze, and decide: Is this where your heart drops anchor?

$869,000
Big Pine Key
Eden Pines Colony   - MM: 29.00
3 Bed, 3 Baths, 1,152 SqFt Days Listed: 267
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Concrete

Two Car Garage, Impact Windows, Low Insurances. Welcome to paradise in the serene Eden Pines neighborhood of Big Pine Key, FL. Presenting 29207 Cypress Dr, a charming waterfront retreat offering the epitome of Florida Keys living.This home boasts 3 bedrooms and 2 bathrooms, providing ample space for comfortable living. The open floor plan seamlessly connects the living, dining, and kitchen areas, ideal for both relaxing evenings and entertaining guests.Venture outside to your own private oasis, where a spacious screened in deck overlooks the tranquil canal. Spend your days lounging or fishing off the seawall or exploring the nearby mangroves by kayak. With direct access to the Ocean or the Golf this property is a boaters dream come true.Conveniently located just minutes from shops, restaurants, and attractions, yet nestled in a quiet and peaceful neighborhood, this home truly offers the best of both worlds.Dont miss out on the chance to own a slice of paradise in the Florida Keys. Schedule your private tour today.

$875,000
No Name Key
Dolphin Harbor   - MM: 33.00
2 Bed, 2 Baths, 872 SqFt Days Listed: 322
-17.84% ($190,000) 2 Price Changes : Last Change 13 Days Ago
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: n/a

Ocean Views, deep water access direct path major waterways ,concrete seawall only 4 homes on the road canal has a turn around at the end. One of a kind style home new hurricane windows and doors new roof in 2018 granite counter tops lots of potential only 40 homes on this Island all new utilities paid by the seller to include high speed internet. Quiet peaceful . Boaters Dream !Located in a Nature Habitat Key Deer migration path for all type of birds. Priced to sell*

$875,000
Key Largo
Calusa Campground   - MM: 101.50
2 Bed, 2 Baths, 1,251 SqFt Days Listed: 95
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: First Come Dock,None

Looking for a perfect home in the FL keys, how about this one. It could be your family home, maybe a rental income home, this property has a 1-day minimum rental allowed, great place in paradise, perfect getaway. Many amenities to enjoy, boat ramp, pool, sunset sitting area, to enjoy, relax and follow the sunset. The house was built in 2012, all concrete featuring 2 bedroom and 2 bathrooms on a quiet street. Lots of storage room, excellent outdoor cooking area. This is a turnkey property just awaiting your arrival. Come tour it today. Easy to show.

$875,000
Big Pine Key
Whispering Pines   - MM: 30.50
3 Bed, 3 Baths, 1,200 SqFt Days Listed: 115
-7.80% ($74,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits75ft.

Escape to paradise in this cozy 3-bedroom, 1-bathroom newly updated with a brand-new metal roof and a modern kitchen. Located in a tranquil setting in the Florida Keys, this home offers a blend of comfort and style with stunning water views. Perfect for families, couples, or small groups looking for a unique and relaxing getaway.**Features:**- **Open Living Area:** Spacious living room with large windows that fill the space with natural light and offer breathtaking ocean views.Brand-New Kitchen:** Recently renovated with sleek cabinetry, stainless steel appliances, and granite countertops - ideal for home cooking and entertaining.Comfortable Bedrooms:** Three well-appointed bedrooms.75-Foot Dock:** Direct access to the ocean for boating, fishing, or simply enjoying the sunset from your private dock.Enjoy the large deck, perfect for grilling, lounging, or dining under the stars.Prime Location: Close to local attractions, dining, and shops. Explore nearby Key West, Bahia Honda State Park, and the best the Keys have to offer.

$875,000
Big Pine Key
Wickfield Acres   - MM: 30.50
3 Bed, 3 Baths, 1,724 SqFt Days Listed: 59
-6.42% ($60,000) 2 Price Changes : Last Change 3 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Sellers have an assumable VA loan with a 2.5% interest rate! Buyers must qualify. Only the remaining balance of approximately $375k can be assumed by qualified Buyer. A rare opportunity to own a fully cleared and partially fenced ACRE giving you your own private paradise on Big Pine Key! This exquisite Bahamian-style home exudes charm and elegance. As you approach, youll be captivated by the expansive wrap-around deck, ideal for soaking in the stunning views and enjoying warm tropical evenings. Step inside and be greeted by an inviting and spacious interior that boasts over 1,700 square feet of living space. This well-designed layout features three comfortable bedrooms, two bathrooms, and two small office areas, making it perfect for both relaxation and productivity. The heart of this home is a beautifully remodeled kitchen with modern amenities, perfect for preparing meals and entertaining loved ones. Recent upgrades include a metal roof installed in 2018 and a brand-new AC system from 2022, ensuring comfort year-round. The outdoor space is awesome, featuring a concrete pool that has just been refinished, creating an inviting spot for refreshing swims on sunny days. The expansive cabana adjacent to the pool deck provides a fantastic area to relax, entertain, or enjoy poolside gatherings. Additionally, this property boast an RV hookup, offering the perfect solution for accommodating guests. Conveniently located just minutes from Big Pine Park, this property is also approximately 30 minutes from Marathon and 40 minutes from Key West. Zoned for transient rental (Buyer to verify), this property presents an incredible investment opportunity in a highly sought-after location.

$875,000
Ramrod Key
Ramrod Shores   - MM: 27.00
4 Bed, 4 Baths, 1,456 SqFt Days Listed: 124
-10.26% ($100,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Presenting a newly built 2023 home on a spacious 12,250 sq. ft. lot in Ramrod Shores, designed with both efficiency and style in mind. This four-bedroom, two-bathroom property features durable construction elements like a metal roof and impact-resistant windows, optimizing insurance costs, with all 3 insurances combined under $5,000 total. The interior boasts an open-concept floor plan with high ceilings, a modern kitchen, and a well-appointed master suite. With ample storage, parking space, and serene nature views, this property combines practicality with comfort, offering a prime location just 30 minutes from Key West.

$879,000
Big Pine Key
Sands Subdivision   - MM: 31.00
3 Bed, 3 Baths, 864 SqFt Days Listed: 51
-2.22% ($20,000) 1 Price Change : Last Change 16 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Nestled on a spacious 10,000 sq. ft. ( double lot ), this newly constructed concrete block home offers both comfort and privacy in the heart of Big Pine Key. Featuring 3 bedrooms, one full bath and a half bath, this property is ideal for those seeking a peaceful retreat with plenty of space.Enjoy sunny days by the above ground pool, surrounded by lush tropical landscaping and a fully fenced yard, this layout allows for a natural circular drive around the property. 40 X 12 concrete pad with 30 amp power and water. The home boasts a metal standing seam roof, wind impact windows and doors for added peace of mind. Quartz countertops and on demand hot water in the kitchen.With two sheds and additional storage downstairs, youll have plenty of room for tools, gear or anything you need to make this property your own.Whether youre looking for a full-time residence or a vacation getaway, this home offers the perfect blend of comfort, privacy and convenience. Just a few blocks from the Big Pine Key Community Park. This private location is close to shopping and dining.

$889,000
Big Pine Key
Darios Subdivision   - MM: 31.00
3 Bed, 3 Baths, 1,414 SqFt Days Listed: 155
PreConstructi - Contingent - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Build your dream home on this cleared corner lot just blocks from Big Pine Key Community Park with ROGO in hand! Plans and price include 3 bedrooms, 2 baths with granite counter tops, tiled showers, tile floors, impact windows and doors, metal roof, hardi board siding, and will be built to Monroe County code. Property had existing structures; electric, water and sewer ready to be tied in. Adjacent lot with additional ROGO is available to purchase as well. Pick your lot, pick your colors! Make an offer! Survey and floor plans in document tab.

$899,000
Plantation Key
Indian Harbor   - MM: 89.00
3 Bed, 3 Baths, 1,305 SqFt Days Listed: 119
-2.81% ($26,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Welcome home to this light and bright, newly renovated Indian Harbor residence! Open & airy living space, concrete roof, covered parking and large & shady screened porch make this an easy, breezy place to call home. Conveniently located near schools, shopping, Founders Park AND right around the corner from the neighborhood homeowners park with boat ramp. Everything so fresh & clean, you can move right in.

$899,000
Marathon
Grassy Key   - MM: 58.90
3 Bed, 3 Baths, 1,548 SqFt Days Listed: 269
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Escape to your very own gated private resort with in-ground pool, jacuzzi, and huge outdoor kitchen nestled amidst tropical landscaping. Dolphins are your only neighbors on 2 sides! This beautiful 3 bed, 2 bath stilted home is located on Grassy Key in Marathon, FL. This tranquil retreat offers the perfect blend of luxury and nature. The spacious interior is nearly 1550 sq ft. New Lifeproof flooring throughout. Nicely appointed kitchen with stainless steel appliances and brand new fridge. Comfortable living areas, with lots of natural light. The primary suite has an en suite bathroom with jacuzzi tub and double vanity. 2 additional bedrooms ensure plenty of space for family or guests. Separate bonus room would make a wonderful office nook, play area or whatever your heart desires. Impact windows and doors, metal roof, hardi board siding, and central A/C were all replaced in 2018, ensuring both durability and energy efficiency for many years to come. Outdoor living is the way here! Relax and unwind in the custom in-ground heated or chilled, concrete pool. Soak your cares away in the 6 person jacuzzi. The massive outdoor kitchen and bar are perfect for cooking up some delicious food or shaking up your own signature cocktails. Mistaway mosquito control system helps to keep the pests at bay. Whether you are lounging on the huge pool deck or taking in the breathtaking surroundings, this house offers the ultimate in privacy and relaxation. Plenty of room to park all your toys on this extra-large fully fenced lot and tons of storage space under the house. Dolphin Research Center borders the property, ensuring a wildlife sanctuary as your neighbor to the north and east and only one neighbor to the west. S.S. Wreck & Galley Grill is just outside the driveway. A Marina, bait shop and grocery store are just a 1/4 mile away for all your boating, fishing or last-minute needs. Dont miss this opportunity to experience this private luxury living in the heart of the Florida Keys.

$899,000
Key Largo
Riviera Village, Rec Amd   - MM: 104.00
3 Bed, 3 Baths, 1,392 SqFt Days Listed: 480
-9.10% ($90,000) 3 Price Changes : Last Change 67 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

A beautiful concrete bunker for you at this immaculate three bedroom and two bath home. Walk in closets in each bedroom. Just like new, with a little view of the Bay from your kitchen and porch. Fully furnished for your pleasure with a pleasant style to enjoy. Open kitchen with wood cabinets and granite counter space offering room for all gourmet chefs to create. Living and dining areas open for you to entertain, Master suite boasting the ultimate setting with a large shower and inviting jacuzzi tub to relax. Impact doors and windows. There is a Conservation on the Property.Large storage room on the first floor for all of your dive gear, fishing and bicycles. Boat ramp and Homeowners Park with three days to keep your boat in the water, just steps away from your front door Great place to watch the Sunset. Insurance rates are very low, and: Flood 730.00 Wind 2278.00 Homeowners 694.00

$899,900
Big Pine Key
Ross Haven   - MM: 31.00
3 Bed, 3 Baths, 1,296 SqFt Days Listed: 25
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 55ft.

Welcome to Big Pine Key! Beautifully nestled by Mother Nature between Marathon & Key West, it is the hidden GEM of the Florida Keys. Widely regarded as having the clearest & best reefs for snorkeling/diving in The Keys. Hidden away from the congestion, traffic & crowds of upper keys this 2017 dream waterfront getaway & AirB&B money maker (beautifully furnished, fully equipped w/bookings) is all about peace, tranquility & open water fun! Largest model, 1,323 sf of open concept Island Living. Large 5,200 sf lot, metal roof, impacts, 57 dock w/ space for boat/RV/all water toys. Flexible storage space on lower level, immediate open water access (Ocean & Bay). Snowbird Paradise! Deep water fishing, water skiing, swimming, biking, dining & entertainment. Low Key marine life 7 miles, Key West 30

$900,000
Big Pine Key
Hollerich Subdivision   - MM: 31.00
2 Bed, 2 Baths, 962 SqFt Days Listed: 75
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits120ft.Concrete

OPEN HOUSESun. 12/29/2024 from 830am-1130amMon. 12/30/2024 from 830am-1130amProperty is move in ready for owner occupant, vacation rental or 2nd home and can be sold fast. Spacious double canal front lot with quick access to Gulf or Atlantic from Bogie Channel. Marinas nearby 120 ft. concrete seawall with 2 stepdown concrete docks & 10,000 lb. davits. 2 Double entrance gates for easy parking of your boats, RV, trucks/cars. Walk in guest gate. Room for pool or add on to house, room for tiki. Paver driveway and sidewalk gate entrance. Paver back patio permitted. Storage under house with bath permitted. Storage shed on side of house. 2020Metal Roof, Impact windows and accordion shutters for double protection. Tile floor throughout. Custom cabinets, soft close. Updated Stainless kitchen appliances. Central Ac with heat. Has been connected to central sewer. Sewer infrastructure fee has also been paid so wont be on your tax yearly. No open permits or expired. No open code violations. AE8 flood zone, Improved subdivision, tier 3. Wood frame home with stucco. Concrete columns. Did very well with Hurricane Irma. Close to a great community park that offers tennis, racquetball, bocce, skateboard park, walking/exercise trail, baseball field. Bahia Honda beach nearby and public boat ramp at Spanish Harbor. Easy to show. Dont miss out.

The information being provided by the Florida Keys MLS is exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. Data last updated on 12-27-2024.
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