Southwood Homes

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  /42

  $599,000

  • 4 Beds
  • 3 Baths
  • 2,529 Sq Ft

  2128 Drayton Dr, Tallahassee, FL 32311

  Beautiful Georgian style brick home with in-law suite/apartment on a quiet SouthWood street! This single-story home offers gleaming wood floors, a formal dining room, crown and toe moldings throughout, open floor plan, two-car garage, plantation shutters, 2023 roof, newer HVAC and water heater, 3 bedrooms, 2 bathrooms, and an additional bedroom and bathroom in the attached in-law suite/studio

  Josh Kasper The Naumann Group Real Estate

  2128 Drayton Dr, Tallahassee, FL 32311
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  Explore Southwood

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  /32

  $3,600 per month

  • 4 Beds
  • 3.5 Baths
  • 2,577 Sq Ft
  • House for Rent

  2525 Twain Dr, Tallahassee, FL 32311

  Gorgeous 4/3.5 in Southwood with beautiful golf course view!!! Convenient to shopping and downtown. Double full covered porches on both floors. Covered back porch with 3 french doors facing golf course. Community pool, tennis court, golf course, natural trail , playground and park will give you and your family so much fun!!! Available 10/01/2025

  

  Zhongli Wang

  Sunflower Real Estate LLC

  (448) 400-4756

  2525 Twain Dr, Tallahassee, FL 32311
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  /57

  $425,000 Sold Aug 29, 2025

  • 1,695 Sq Ft
  • $251/SF
  • 0 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2002

  3799 Esplanade Way, Tallahassee, FL 32311

  Roof 2021/ ***correction HVAC 2019*** / Tankless Water Heater! Southwood is more than just a neighborhood, it’s a community with ENDLESS amenities! From the Resort-Style Pool, to the gorgeous Golf Course and Club House, and the local shops and Restaurants - you’ve got everything you could ever want right here! 3799 Esplanade Way is close enough to walk or ride the golf cart to all that Southwood

  Courtney Napolitano Big Fish Real Estate Services

  3799 Esplanade Way, Tallahassee, FL 32311
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  /42

  Est $648,342 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,604 Sq Ft

  3458 Scarlet Sage Way, Tallahassee, FL 32311

  3458 Scarlet Sage Way, Tallahassee, FL 32311
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  /70

  $569,900

  • 3 Beds
  • 2 Baths
  • 2,045 Sq Ft

  3165 Buckhead Trace, Tallahassee, FL 32311

  This immaculate home with a sparkling (heated) pool on a corner lot is a show-stopper! There are so many updates including a new roof (2024), newer HVAC (2021), newly refinished floors, farmhouse sink, stainless appliances, fresh paint throughout, new light fixtures, plantation shutters, vinyl fence, fresh landscaping, and so much more. The owners have put the utmost care into every detail in

  Mandy O'Callaghan Clover Key Realty

  3165 Buckhead Trace, Tallahassee, FL 32311
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  /12

  $1,350 per month

  • 1 Bath
  • 504 Sq Ft
  • House for Rent

  3789 Overlook Dr, Tallahassee, FL 32311

  BEAUTIFUL FURNISHED SOUTHWOOD CARRIAGE HOUSE FOR RENT*ENJOY THE COMMUNITY AMENITIES & EVERYTHING SOUTHWOOD HAS TO OFFER WHILE STAYING CLOSE TO DOWNTOWN & CAMPUSES*SHOPPING & RESTAURANTS CLOSE BY*PERFECT RENTAL INCLUDES UTILITIES & APPLE TV/INTERNET.

  

  Sarah Eden

  Southwood Properties Real Esta

  (448) 217-2490

  3789 Overlook Dr, Tallahassee, FL 32311
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  /5

  $825,000 Sold Aug 27, 2025

  • 3,005 Sq Ft
  • $275/SF
  • 19 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 2007

  4212 Summertree Dr, Tallahassee, FL 32311

  More photos coming soon! Lovely craftsman style home on a quiet street in SouthWood! This 5 bedroom, 3 bathroom home offers charm, luxe finishes, and updates galore including new HVAC (2023), new water heater (2022), new roof (2024), fresh interior and exterior paint, updated kitchen and living room fixtures and finishes, and newly finished wooden porches (2025). Other features of the home

  Josh Kasper The Naumann Group Real Estate

  4212 Summertree Dr, Tallahassee, FL 32311
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  /42

  Est $426,718 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,595 Sq Ft

  3236 Coneflower Dr, Tallahassee, FL 32311

  3236 Coneflower Dr, Tallahassee, FL 32311
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  /70

  $635,000

  • 4 Beds
  • 2.5 Baths
  • 2,661 Sq Ft

  2500 Mount Vernon Ln, Tallahassee, FL 32311

  Gorgeous 2022-built Premier home in desirable Southwood! 4 or 5 bedroom - Exceptionally flexible floor plan with primary suite and an office/flex room downstairs. Open floor plan, high ceilings, and lots of natural light. Gorgeous kitchen with quartz island & large picture windows. Upstairs you'll enjoy a 2nd family room, plus three spacious bedrooms and a bath with double vanity. Perfect for

  Lisa Carey Coldwell Banker Hartung

  2500 Mount Vernon Ln, Tallahassee, FL 32311
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  /146

  $1,689 - $4,497 per month

  Lakeside at Southwood

  1 - 3 Beds

  1894 Merchants Row Blvd, Tallahassee, FL 32311

  Nestled within the vibrant Southwood neighborhood of Tallahassee, Florida, lies an oasis of refined apartment and duplex homes. The prestige community of Lakeside at Southwood offers an unparalleled blend of sophistication and comfort, the meticulously designed apartments and duplex homes boast spacious floor plans, high-end finishes, and a perfect location to call home. Refresh in our

  1894 Merchants Row Blvd, Tallahassee, FL 32311
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  /18

  $469,900 Sold Aug 27, 2025

  • 2,550 Sq Ft
  • $184/SF
  • 0 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 2025

  4052 Brownstone Way, Tallahassee, FL 32311

  Welcome to 4052 Brownstone Way in Lake Mary Forrest, our new home community in Tallahassee, FL The Hayden is a five-bedroom and three-bathroom home, with an open-concept floorplan and flexible living space, along with a two-car garage. The first floor features the flex room in the front of the home, kitchen, dining area, and great room. A bedroom with a full bathroom nearby is also on the first

  Olesya Chatraw DR Horton Realty North West FL

  4052 Brownstone Way, Tallahassee, FL 32311
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  /17

  Est $313,256 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,483 Sq Ft

  4303 Four Oaks Blvd Unit 14, Tallahassee, FL 32311

  4303 Four Oaks Blvd Unit 14, Tallahassee, FL 32311
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  /29

  $515,000

  • 4 Beds
  • 2.5 Baths
  • 2,121 Sq Ft

  3052 Indian Grass Ln, Tallahassee, FL 32311

  NEW PRICE, NEW PHOTOS! Stunning Southwood home featuring 4 bedrooms plus a loft, 2.5 bathrooms, located on a corner lot overlooking the beautiful park/greenspace. This open floor plan home features soaring ceilings, wood floors, custom trim and plantation shutters throughout, huge eat-in kitchen with stainless appliances, downstairs primary suite, custom closet organizers in ALL bedrooms,

  Casey Skelton Pearson Realty Inc.

  3052 Indian Grass Ln, Tallahassee, FL 32311
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  /7

  $1,800 per month

  • 1 Bed
  • 1 Bath
  • 400 Sq Ft
  • House for Rent

  3561 Esplanade Way Unit 1, Tallahassee, FL 32311

  Beautiful cottage in great location! This one bedroom cottage features wood floors, a separate bedroom, separate laundry room, kitchenette, and living space with lots of light. Conveniently located in the Bluffs at SouthWood, just minutes away from shopping, banking, and the SouthWood Town Center! Available for $1,800 unfurnished, $2,200 furnished.

  Josh Kasper The Naumann Group Real Estate

  3561 Esplanade Way Unit 1, Tallahassee, FL 32311
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  /34

  $355,000 Sold Aug 26, 2025

  • 1,818 Sq Ft
  • $195/SF
  • 25 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2010

  3938 Shumard Oak Blvd, Tallahassee, FL 32311

  Beautifully Updated Southwood Townhouse! Move right in to this lovely 3 bedrm 3 1/2 bath end unit townhome on corner lot with 2 car garage, and loads of updates including roof (2024)and a/c (2023)! This versatile light and bright floor plan with 9 ft ceilings, allows for a primary bedroom both up or down. Other updates include all newer flooring, interior paint, remodeled bathrooms with newer

  Penny Herman Penny Herman Realty

  3938 Shumard Oak Blvd, Tallahassee, FL 32311
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  /34

  Est $359,276 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 1,889 Sq Ft

  3728 Riverton Trail, Tallahassee, FL 32311

  3728 Riverton Trail, Tallahassee, FL 32311
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  /52

  $599,900

  • 4 Beds
  • 3.5 Baths
  • 2,831 Sq Ft

  2486 Goldenrod Way, Tallahassee, FL 32311

  Welcome to 2486 Goldenrod Way—a stunning David Weekley home located on a coveted corner lot in the heart of SouthWood, Tallahassee’s premier master-planned community. Perfectly positioned at the intersection of Goldenrod and Mossy Creek (one of SouthWood’s most sought-after streets), this four-bedroom, meticulously maintained home offers elegance, comfort, and timeless charm. The spacious front

  Kyle Rojas The Naumann Group Real Estate

  2486 Goldenrod Way, Tallahassee, FL 32311
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  /108

  $1,355 - $1,975 per month

  Twin Oaks at Southwood

  1 - 3 Beds

  2500 Merchants Row Blvd, Tallahassee, FL 32311

  Southwood's only apartment community is locally owned and managed by Coastal Property Services. The residential atmosphere projects the traditional designed 1, 2, 3 bedroom apartment homes. Corporate packages available.

  2500 Merchants Row Blvd, Tallahassee, FL 32311
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  /25

  $369,900 Sold Aug 25, 2025

  • 1,580 Sq Ft
  • $234/SF

  • 3 Beds
  • 2 Baths
  • Built 2025

  4032 Brownstone Way, Tallahassee, FL 32311

  Discover 4032 Brownstone Way in Lake Mary Forest, our new home community in Tallahassee, FL. The Lismore plan is a single-story, 3 bed, 2 bath layout, spanning approximately 1,580 square feet, with charming features that are sure to make you feel right at home. As you enter the foyer, two bedrooms and the second full bath is at the front of the home. Both bedrooms have spacious closets

  D.R. Horton

  4032 Brownstone Way, Tallahassee, FL 32311
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  /42

  Est $518,834 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,082 Sq Ft

  3174 Duxbury Ln, Tallahassee, FL 32311

  3174 Duxbury Ln, Tallahassee, FL 32311
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  /42

  $465,000

  • 3 Beds
  • 2 Baths
  • 2,284 Sq Ft

  2467 Rain Lily Way, Tallahassee, FL 32311

  Please continue to show. Stunning in Southwood! New roof with acceptable offer. 3-bedroom beauty, with a bonus office/4th bedroom, offers an open concept with gleaming wood floors and new carpet in the bedrooms (2023). Decorative touches throughout including 10 ft ceilings, niches & archways; The expansive great room is perfect for relaxation, featuring built-in cabinets and shelving. The gourmet

  Sarah Henning Keller Williams Town & Country

  2467 Rain Lily Way, Tallahassee, FL 32311
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  /14

  $1,895 per month

  • 2 Beds
  • 2.5 Baths
  • 1,324 Sq Ft
  • Townhouse for Rent

  3991 Four Oaks Blvd, Tallahassee, FL 32311

  2 bed, 2.5 bath townhome with beautiful park views in SouthWood!! The SouthWood neighborhood features a fun Town Center with restaurants, nail salon, and more, a sparkling community pool, tennis courts, and beautiful parks and walking trails throughout! This one is in a great location close to all of the amenities!

  Patrick Darden TLH Realty Inc.

  3991 Four Oaks Blvd, Tallahassee, FL 32311
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  /37

  $582,000 Sold Aug 25, 2025

  • 2,367 Sq Ft
  • $246/SF
  • 11 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2019

  3353 Jasmine Hill Rd, Tallahassee, FL 32311

  Southwood is more than just a neighborhood; it’s a community with ENDLESS amenities! From resort-style pool, a gorgeous golf course and club house to the local shops and restaurants - Southwood has got everything you could want right here! This stunning newer-built 4 bed/3.5 bath plus bonus room (office/playroom) home boasts countless upgrades and spacious layout making it ideal for both

  Grace Diaz Xcellence Realty

  3353 Jasmine Hill Rd, Tallahassee, FL 32311
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  /41

  Est $564,135 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,045 Sq Ft

  3748 Biltmore Ave, Tallahassee, FL 32311

  3748 Biltmore Ave, Tallahassee, FL 32311
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  /42

  $465,000

  • 4 Beds
  • 2 Baths
  • 2,284 Sq Ft

  2467 Rain Lily Way, Tallahassee, FL 32311

  Please continue to show. Stunning in Southwood! 3-bedroom beauty, with a bonus office/4th bedroom, offers an open concept with gleaming wood floors and new carpet in the bedrooms (2023). Decorative touches throughout including 10 ft ceilings, niches & archways; The expansive great room is perfect for relaxation, featuring built-in cabinets and shelving. The gourmet eat-in kitchen is a chef's

  Sarah Henning Keller Williams Town & Country

  2467 Rain Lily Way, Tallahassee, FL 32311
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  /110

  $1,409 - $1,900 per month

  Capital Place at Southwood

  1 - 3 Beds

  2300 Bluff Oak Way, Tallahassee, FL 32311

  Tee off at the Southwood Golf Club in the morning or enjoy a brief commute into the city when you live at Capital Place at Southwood. Located twelve minutes from the heart of downtown Tallahassee, this community of one, two and three bedroom Tallahassee apartments have a wide range of premium home features and lavish amenities. Including modern kitchens, spacious floor plans and private screened

  2300 Bluff Oak Way, Tallahassee, FL 32311
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  /41

  $621,706 Sold Aug 22, 2025

  • 2,652 Sq Ft
  • $234/SF
  • 42 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2008

  2413 Goldenrod Way, Tallahassee, FL 32311

  This meticulously maintained Southwood home overlooks the golf course and has a beautifully landscaped orchard right in your fenced-in backyard to include apples, blueberries, persimmon, lemons, tangerines, pears, and black berries. Inside, the functional floor plan offers an oversized kitchen island that opens to the family room featuring a 20 foot vaulted ceiling with custom built-ins, a

  Nicole Manausa Hill Spooner & Elliott Inc

  2413 Goldenrod Way, Tallahassee, FL 32311
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  /12

  Est $482,879 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,867 Sq Ft

  3183 Nathaniel Trace, Tallahassee, FL 32311

  3183 Nathaniel Trace, Tallahassee, FL 32311
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  /18

  $469,900 New Construction

  • 5 Beds
  • 3 Baths
  • 2,550 Sq Ft

  1945 Tree Swallow Dr, Tallahassee, FL 32311

  Welcome to 1945 Tree Swallow Drive in Lake Mary Forrest, our new home community in Southwood in Tallahassee, FL. The Hayden is a five bedroom and three-bathroom home, with an open-concept floorplan and flexible living space, along with a two-car garage. The first floor features the flex room in the front of the home, kitchen, dining area, and great room. A bedroom with a full bathroom nearby is

  

  D.R. Horton

  Builder

  1945 Tree Swallow Dr, Tallahassee, FL 32311
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  /12

  $1,400 per month

  • 1 Bed
  • 1 Bath
  • 441 Sq Ft
  • House for Rent

  3719 Longfellow Rd, Tallahassee, FL 32311

  Rent includes all utilities, Internet/TV service. Available for Immediate Occupancy. Nicely furnished studio apartment with vinyl plank flooring, (no separate bedroom), Tenant has access to all Southwood has to offer...Golf Course, Parks, Trails, Pools and Playground. No Pets, No smokers, $50 application fee covers background and credit check. Parking is on street, garage and driveway are not

  Greg Nelson The Naumann Group Real Estate

  3719 Longfellow Rd, Tallahassee, FL 32311
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  /45

  $298,000 Sold Aug 20, 2025

  • 1,521 Sq Ft
  • $196/SF
  • 44 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2010

  4312 Four Oaks Blvd, Tallahassee, FL 32311

  Welcome to this beautifully updated 3-bedroom, 2.5-bathroom townhome nestled in Tallahassee’s highly sought-after Southwood community. This move-in-ready home features fresh paint and brand-new flooring, giving it a clean, modern feel from the moment you walk in. Enjoy an open and airy floorplan with spacious living and dining areas, a functional kitchen with plenty of cabinet space, and a

  Todd Bullock Eden & Company

  4312 Four Oaks Blvd, Tallahassee, FL 32311
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  /42

  Est $446,265 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,678 Sq Ft

  2493 Lantana Ln, Tallahassee, FL 32311

  2493 Lantana Ln, Tallahassee, FL 32311
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  /24

  $469,900 New Construction

  • 5 Beds
  • 3 Baths
  • 2,550 Sq Ft

  The Hayden Plan at Lake Mary Forest, Tallahassee, FL 32311

  Discover the Hayden in Lake Mary Forrest, our new home community in Southwood in Tallahassee, FL. This plan is a five bedroom and three-bathroom home, with an open-concept floorplan and flexible living space, along with a two-car garage. The first floor features the flex room in the front of the home, kitchen, dining area, and great room. A bedroom with a full bathroom nearby is also on the

  

  D.R. Horton

  Builder

  4000 Cottage Farm Rd Unit 36208732, Tallahassee, FL 32311
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  /37

  $1,480 - $3,158 per month

  Exchange at Blair Stone

  1 - 3 Beds

  3450 S Blair Stone Rd, Tallahassee, FL 32301

  Welcome home to Exchange at Blair Stone.

  3450 S Blair Stone Rd, Tallahassee, FL 32301
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  /35

  $408,900 Sold Aug 12, 2025

  • 1,799 Sq Ft
  • $227/SF

  • 4 Beds
  • 2 Baths
  • Built 2025

  4048 Brownstone Way, Tallahassee, FL 32311

  Welcome to 4048 Brownstone Way in Lake Mary Forest, our new home community in the Southwood area of Tallahassee, FL. The one-level Cali plan provides an efficient, 4-bedroom, 2 bath design in 1,799 square feet. This is a thoughtfully designed floorplan that continues to be one of D.R. Horton’s bestselling. As you enter the Cali, you will find two bedrooms and the second bathroom with a

  D.R. Horton

  4048 Brownstone Way, Tallahassee, FL 32311
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  /34

  Est $506,015 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,014 Sq Ft

  2441 Orange Ave E, Tallahassee, FL 32311

  2441 Orange Ave E, Tallahassee, FL 32311
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  /18

  $472,000 Pending

  • 5 Beds
  • 3 Baths
  • 2,550 Sq Ft

  1933 Tree Swallow Dr, Tallahassee, FL 32311

  Welcome to 1933 Tree Swallow Drive in Lake Mary Forrest, our new home community in Tallahassee, FL The Hayden is a five-bedroom and three-bathroom home, with an open-concept floorplan and flexible living space, along with a two-car garage. The first floor features the flex room in the front of the home, kitchen, dining area, and great room. A bedroom with a full bathroom nearby is also on the

  Olesya Chatraw DR Horton Realty North West FL

  1933 Tree Swallow Dr, Tallahassee, FL 32311
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  /17

  $1,850 per month

  • 2 Beds
  • 2.5 Baths
  • 1,324 Sq Ft
  • Townhouse for Rent

  4291 Four Oaks Blvd, Tallahassee, FL 32311

  Available Now, New Carpet and Fresh Paint Throughout. Very popular 2 bedroom townhouse w/ 2 car garage, fenced courtyard, Both bedrooms upstairs, each has private bathroom, all appliances included, enjoy all Southwood has to offer...tenant has access to pool, tennis courts, parks, trails and golf course. $50 application fee per adult

  Greg Nelson The Naumann Group Real Estate

  4291 Four Oaks Blvd, Tallahassee, FL 32311
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  /18

  $467,900 Sold Aug 05, 2025

  • 2,550 Sq Ft
  • $183/SF

  • 5 Beds
  • 3 Baths
  • Built 2025

  4044 Brownstone Way, Tallahassee, FL 32311

  Welcome to 4044 Brownstone Way in Lake Mary Forrest, our new home community in Southwood in Tallahassee, FL. The Hayden is a five bedroom and three-bathroom home, with an open-concept floorplan and flexible living space, along with a two-car garage. This home will be completed and ready to move into in June!The first floor features the flex room in the front of the home, kitchen, dining area, and

  D.R. Horton

  4044 Brownstone Way, Tallahassee, FL 32311
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  /34

  Est $320,694 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,521 Sq Ft

  3720 Riverton Trail, Tallahassee, FL 32311

  3720 Riverton Trail, Tallahassee, FL 32311

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